88996-04-7Relevant articles and documents
SILICON-ASSISTED SYNTHESIS OF BRIDGED AZABICYCLIC SYSTEMS VIA N-ACILIMINIUM INTERMEDIATES
Klaver, Wim J.,Hiemstra, Henk,Speckamp, W. Nico
, p. 6729 - 6738 (2007/10/02)
Intramolecular acid-mediated reactions of 2-propynyl- and allylsilanes with five- and six-membered cyclic N-acyliminium ion precursors lead to bridged azabicyclic compounds (Table I).Neat formic acid is the reaction medium of choice in most cases.The cycl
A novel synthetic route to 6-azabicyclooct-3-enes via silicon directed N-acyliminium chemistry. Synthesis of (+/-)-gabaculine
Hiemstra, Henk,Klaver, Wim J.,Speckamp, W. Nico
, p. 299 - 306 (2007/10/02)
Alkylation of the lithium enolate, derived from 5-ethoxy-2-pyrrolidone 1 (Scheme 1), using alkyl halides containing either the vinylsilane or 2-propynylsilane moiety, provides substrates 3 for cyclization studies passing through N-acyliminium intermediate
ω-Alkoxy Lactams as Dipolar Synthons. Silicon-Assisted Synthesis of Azabicycles and a γ-Amino Acid
Hiemstra, Henk,Klaver, Wim J.,Speckamp, W. Nico
, p. 1149 - 1151 (2007/10/02)
Alkylation of the lithium enolates derived from ω-alkoxy lactams 1a-c with unsaturated iodides 4 affords 5 in high yields (Table I).Those alkylation products 5, which contain an allyl- or propargylsilane moiety, undergo cyclization on acid treatment to fu
